CymitQuimica logo

CAS 460751-70-6

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-tryptophan

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-tryptophan, commonly referred to as Fmoc-2-methyl-L-tryptophan, is a derivative of the amino acid tryptophan, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its use in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective moiety for the amino group, allowing for selective deprotection and coupling reactions. The presence of the 2-methyl group on the tryptophan side chain can influence the steric and electronic properties of the molecule, potentially affecting its interactions and reactivity. The Fmoc group is known for its stability under basic conditions and can be removed under mild acidic conditions, making it a popular choice in synthetic chemistry. Additionally, the compound exhibits properties typical of tryptophan derivatives, such as fluorescence, which can be useful in various analytical applications. Overall, Fmoc-2-methyl-L-tryptophan is an important building block in the synthesis of peptides and proteins in biochemical research.
Formula:C27H24N2O4
InChI:InChI=1S/C27H24N2O4/c1-16-22(21-12-6-7-13-24(21)28-16)14-25(26(30)31)29-27(32)33-15-23-19-10-4-2-8-17(19)18-9-3-5-11-20(18)23/h2-13,23,25,28H,14-15H2,1H3,(H,29,32)(H,30,31)/t25-/m0/s1
InChI key:InChIKey=MMPTVKMTZAMBFI-VWLOTQADSA-N
SMILES:C(OC(N[C@@H](CC=1C=2C(NC1C)=CC=CC2)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-tryptophan
  • (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-(2-methyl-1H-indol-3-yl)propanoic acid
  • L-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 3 products.